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Helping vacation rental companies and their guests make the most of every stay

Onboarding Specialist (Customer Success)

$50k – $75k • 0.05% – 0.1%
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We are looking for a self-driven passionate Onboarding Specialist to join our growing team.

In this critical role, you’d help people get started using our Property Management Platform and Digital Guidebooks after they decide to buy from us.

We're looking for someone with great people skills, an aptitude for understanding our powerful technology platform, and a passion for helping property managers do their job better.

Last year Hostfully won the prestigious VRMB award for Best All Around Property Management Software for short term and vacation rentals. Hostfully’s Guidebooks are also known as the industry’s best-in-class solution for the guest experience. We are disrupting the vacation rental industry with new technology that transforms the lives of our customers.

Our customers are short term rental and vacation rental managers who manage between 10-2,000 properties. They rely on Hostfully’s platform to run their business, including:

  • Instant distribution across leading bookings platforms Airbnb and Vrbo
  • Streamline and automate operations
  • Automate and ease communications with travelers and owners

We are looking for well rounded, creative, and polished hustlers to onboard customers. This is an opportunity to take ownership of a key role in a growing company. We’re looking for an entrepreneurial individual who thrives on challenges and is looking for an opportunity to take their experience to the next level.


As the Onboarding Specialist, you’ll be responsible for consulting with short term property managers and helping them discover how Hostfully can create new efficiencies and impact the bottom line for their business.
Then you'd be responsible for helping them bring in property and pricing data, and get the platform configured to work for them. This role requires a high comfort level with detail and complex specifications, because our customers have special configurations that we need to support. To be successful, you will need to have a thirst for understanding how these configurations can work and how we can most easily get customers going on the platform.

This is an exciting opportunity to join a rapidly growing SaaS company and help shape and scale the Customer Success organization. You will also have a say in the strategy and growth of the company from day one.

This is a key client-facing role. You would be instrumental in creating a high-performance SaaS sales team; creating a methodical, data driven onboarding process.


  • Lead in-person Onboarding sessions with customers, including discovery, demonstrations and product configuration
  • Engage with customers to understand their unique and specific needs and help them configure the platform to service those needs
  • Work with internal team members to influence Product, Sales, and Support
  • Leverage CRM data to construct, forecast, and manage Customer Success and drive pipeline to meet revenue targets and company goals
  • Work closely with the Leadership Team to provide input on the growth of the business and align revenue strategy with overall company objectives



  • Minimum of 3 years of experience in B2B/Enterprise software customer success or onboarding, with an emphasis on SaaS sales
  • Record of meeting or exceeding on key goals
  • Experience working directly with customers
  • Experience working with a Product team to influence roadmap and communicate customer issues
  • Passion, drive and the desire to be a part of a growing team that makes a difference for both the company and our clients
  • Exceptional in-person, verbal and written communication skills a must (comfortable presenting alone in front of large groups)
  • Ability to work in an entrepreneurial work environment where self-motivated individuals succeed
  • Established relationships with Senior and C-level executives
  • Bachelor’s or Master’s degree in business or related field
  • Bonus if you’re “young, scrappy and hungry and not throwing away your shot!*

*We’re saying “young” only in a metaphorical way, we do not not discriminate on the basis of race, color, religion, sex, age, national origin, veteran status, sexual orientation, gender identity, disability, or any other basis of discrimination prohibited by law.

Meet your team

People you would work with in this role

David Jacoby

Avatar for David Jacoby
Co-Founder of Hostfully. Wharton grad & start-up exec; grew and oversaw operations of WellCall as EVP & COO, through successful acquisition to Health Advocate.

Generous maternity and paternity leave

Equity benefits

Work from wherever

Flexible working hours

Unlimited vacation

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